The Most Notorious Mob Murders In History

Since they first asserted their presence in the early 20th century, the American Mafia has become synonymous with organized crime. According to History, the mafia first made its mark during the Prohibition era and has remained a significant presence in the criminal underworld ever since. From the likes of Al Capone and Charles "Lucky" Luciano in the 1920s to Whitey Bulger and John Gottis of the '80s and '90s, infamous mafioso have long been splashed across the pages of major newspapers, intriguing readers with sensationalized tales of murder, extortion, and drug dealing.

Within their publicity an interesting dichotomy has emerged, where they are alternatively deified and demonized, depending on who you ask. While their exploits are often depicted through idealized and romanticized stories like "Casino," "The Sopranos," and "The Godfather," they are also subject to negative and disparaging coverage that acknowledges the real-life victims of their crimes. Still, for better or for worse, the American Mafia is undoubtedly one of the most popular targets for the media.

Some of the more unsavory topics mafioso often find themselves linked to are homicides and murders. From the infamous St. Valentine's Day Massacre during Prohibition to the brazen killing of Paul Castellano in midtown Manhattan, the mafia and murder are too often connected. These are the most notorious mob murders in history.

When Chicago residents awoke to their papers on February 15, 1929, the headlines must have read like a bombshell: "7 Chicago Gangsters Slain by Firing Squad of Rivals, Some in Police Uniforms," reported The New York Times. Police discovered the bodies of seven mobsters, all of them belonging to the North Side Gang of George "Bugs" Moran and Dean O'Banion. Police found the bodies inside an illegal alcohol warehouse — in the midst of the dark ages of Prohibition — that was owned by Moran.

As History explains, the killings were the result of a mob war between Chicago gangsters Al Capone and Bugs Moran. Both sides were competing for the largest slice of Chicago's illegal bootlegging pie, and Capone decided to take it on one fateful February morning.

Though details are murky, it appears as though several executioners hired by Capone confronted the North Side gangsters at their own warehouse, ostensibly under the guise of being police officers. They lined up all the members of the gang against the wall, but instead of arresting them, they executed them with machine guns. The killers were trying to kill Moran himself, who barely escaped death by being late. Jack McGurn was initially indicted on the murders, but the case was dropped and, as of nearly a century later, has never been solved (via The New York Times).

Born in 1868 in Castellammare del Golfo, Sicily, Italy, Salvatore Maranzano was a prominent gangster in the United States during the years of Prohibition. According to Britannica, Maranzano arrived stateside after WWII, coming to New York City. Prohibition kicked off in the early 1920s, and Maranzano quickly established himself and his gang of other Castellammare mobsters as major players in the bootlegging game. Fighting for control of New York City's liquor distribution, Maranzano and his gang found themselves in a war against rival mobster Joe "The Boss" Masseria.

After a year of warfare that resulted in at least 60 mobster deaths, the feud finally ended when gangsters headed by Charles "Lucky" Luciano gunned down Masseria in a restaurant. Following his death, Maranzano tried to consolidate his winning of the Castellammare War by inaugurating himself the capo di tutti capi, or "boss of all bosses." But Luciano had other plans.

On September 10, 1931, acting on Luciano's orders, four gunmen confronted Maranzano at his place of work on Park Avenue in New York City. The men were armed with pistols, and they shot Maranzano to death inside his office while eight terrified witnesses stood outside and listened (via The New York Times). Though Al Capone and several others were initially linked to the murder, most people consider Luciano to have been the real mastermind, but once again, nearly a century later, no one has yet been officially charged with the killing.

"Machine Gun Jack" McGurn was an Italian-born mobster who roamed the Chicago streets during the years of Prohibition. He allied himself with Al Capone and Johnny Torrio of the Chicago Outfit, working as a personal bodyguard (per The Mob Museum). Having already been implicated in numerous murders, including that of Illinois state's attorney Wiliam McSwiggin and gangster Hymie Weiss, in 1929, McGurn was reportedly involved in organizing the St. Valentine's Day massacre that took out Capone's rivals in the North Side Gang.

McGurn was initially indicted in the Valentine's Day murders but escaped prosecution when the charges were dropped. Two years later, in 1931, McGurn was sentenced to two years in prison for violating the Mann Act, which basically prohibits sex trafficking (via The New York Times). McGurn's alibi for the massacre had been that he was staying with Louise Rolfe, a woman he later married, and when the government could not charge him for the slayings they instead pursued Mann Act charges.

On February 15, 1936, the seventh anniversary of the St. Valentine's Day massacre, McGurn himself was gunned down in a Chicago bowling alley. He was most likely killed on the orders of Outfit boss and former associate Frank Nitti, though once again, whoever committed the crime skirted conviction.

Born in Italy and later immigrating to the United States, Albert Anastasia was a notorious mobster and a member of the Murder, Inc. crime syndicate that assassinated many gangsters through a murder-for-hire business model (per The Mob Museum). Working for Charlie "Lucky" Luciano, Anastasia has been implicated in numerous murders, including three he was charged with between 1928 and 1933, none of which he was convicted for on account of the death of key witnesses.

Reportedly, Anastasia was one of the four gangsters who killed former capo di tutti capi Salvatore Maranzano in 1931 under the orders of Luciano. During the Second World War, Anastasia served in the army between 1942 and 1944, after which he went back to a life of organized crime. He became the head of what would later become the Gambino Crime Family in 1951.

However, on October 25, 1957, Anastasia was murdered while sitting for a haircut by two unknown gunmen with their faces obscured by scarves, as reported by The New York Times. The gunmen ditched their weapons in a vestibule and trash can, but they were recovered soon after. The murder was carried out in full view of 11 other patrons of the barbershop and was done on the orders of Carlo Gambino, who would soon take control of the family.

Raised on the streets of East Harlem in New York City, Carmine "The Cigar" Galante established himself as a serious gangster through his ruthless murders and drug dealing. He worked with the founders of both the Genovese and Bonanno crime families, eventually becoming the disputed head of the Bonanno family following a decade-long stint in prison for drugs (per The Mob Museum).

However, The Commission, the American mafia's informal government, had already decided that Phillip "Rusty" Rastelli was going to be the Bonanno boss — something Galante did not accede to. Galante still started calling himself the capo di tutti capi, implying he was in control of The Commission, which ended up being a major mistake.

In retaliation, Rastelli, the recognized boss of the Bonanno family, ordered two of his capos to infiltrate Galante's close circle of associates and murder him. The plan worked like clockwork, and on July 12, 1979, Galante was blasted to death in broad daylight with a shotgun while eating at the Joe and Mary Italian‐American Restaurant in Brooklyn, New York (via The New York Times). In 1986, Anthony "Bruno" Indelicato was convicted of Galante's murder, but his two other accomplices were not charged.

Notorious mobster Anthony Spilotro was a longtime member of the Chicago Outfit. In the 1970s, he was sent to Las Vegas to replace Marshall Caifano as an enforcer for a mob-run casino the Stardust, as The Mob Museum explains. Throughout the '70s, Spilotro made Vegas his personal fiefdom, protecting Frank "Lefty" Rosenthal and the skim at the Stardust casino, while also committing numerous robberies and selling the stolen goods.

In the 1980s, after being blackballed from the casinos, Spilotro ran afoul of the mob by getting arrested numerous times and having an affair with Rosenthal's wife. Then, in mid-June 1986, Spilotro and his brother were found beaten to death in a "shallow grave in an Indiana cornfield," as reported by The New York Times.

In 2007, mobster Nicholas Calabrese testified that 10 mobsters had beaten the brothers to death in an Illinois basement before transporting him to his poorly dug grave in Indiana (via the Chicago Tribune).  Both James "Little Jimmy" Marcello and Calabrese were convicted in the slayings at the "Family Jewels" mob trial. In February 2009, Marcello received a sentence of life in prison (via the Chicago Sun-Times), and a month later Calabrese was given 12 years (per the Chicago Breaking News Center). Spilotro's life was famously dramatized by actor Joe Pesci as the character Nicky Santoro in Martin Scorsese's 1995 film "Casino."